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In this study, a new chiral stationary phase (CSP) based on 1,1'\u2010binaphthyl chiral polyimine macrocycle (CPM) was reported. The CPM was synthesized by one\u2010step aldehyde\u2010amine condensation of (<jats:italic>S<\/jats:italic>)\u20102,2'\u2010dihydroxy\u2010[1,1'\u2010binaphthalene]\u20103,3'\u2010dicarboxaldehyde with 1,2\u2010phenylenediamine and bonded on thiolated silica via the thiol\u2010ene click reaction to afford the CSP. The enantioseparation performance of the CSP was evaluated by separating different types of racemates including alcohols, esters, ketones, amides, organic acids, and ethers in both normal\u2010phase (NP) and reversed\u2010phase (RP) elution modes. As a result, enantioseparations of 10 and 15 racemates were achieved in the two elution modes, respectively. Meanwhile, the effects of chromatographic conditions on separation, such as mobile phase composition and injection mass, were studied in detail. Moreover, a comparison of the proposed CSP for the separation of the tested racemates with commercial Chiralcel OD\u2010H and Chiralpak AD\u2010H columns was also conducted, and results revealed that the proposed CSP can achieve some enantioseparations that cannot be achieved by the two commercial columns. This study indicates that the chiral macrocycle is a promising chiral selector for high\u2010performance liquid chromatography.<\/jats:p>","DOI":"10.1002\/jssc.70064","type":"journal-article","created":{"date-parts":[[2024,12,25]],"date-time":"2024-12-25T23:17:34Z","timestamp":1735168654000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Preparation of a 1,1'\u2010Binaphthyl\u2010based Chiral Polyimine Macrocycle Bonded Chiral Stationary Phase by Thiol\u2010ene Click Reaction and Its Enantioseparation Performance in High\u2010Performance Liquid Chromatography"],"prefix":"10.1002","volume":"47","author":[{"given":"Jia\u2010Lei","family":"Wu","sequence":"first","affiliation":[{"name":"College of Chemistry and Chemical Engineering Yunnan Normal University  Kunming China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Li\u2010Qin","family":"Yu","sequence":"additional","affiliation":[{"name":"College 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